HCID 86621462, compound → HCID 86621461, compound

HRID 416528Notes

Reaction equation

[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C:19]([CH3:27])([CH3:26])[CH2:20]OS(C)(=O)=O)=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[C:28]([OH:31])(=[S:30])[CH3:29]>>[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C:19]([CH3:27])([CH3:26])[CH2:20][S:30][C:28](=[O:31])[CH3:29])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

Reactant 2

HCID 86621462HCID 86621462, compound

HCID 178418634HCID 178418634, compound

Product 1

HCID 86621461HCID 86621461, compound

Procedure

Thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-propyl]ester was prepared by an analogous procedure as described in example 26 ii) starting from 6.19 g (15.9 mmol) methanesulfonic acid 2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-propyl ester and 2.1 ml (1.8 equiv.) thioacetic acid. Purification by flash chromatography on silica gel (eluent: CH2Cl2) gave pure thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-propyl]ester as yellow oil. Yield: 1.87 g MS (ES+): m/e=370.

Workup

customThioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-propyl]ester was prepared by an analogous procedure
customPurification by flash chromatography on silica gel (eluent: CH2Cl2)

Sources & evidence

ORD record: ord-cf692c69e43d46639e770f4d08adbc8d
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088925B2

Reaction notes

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